HCID 12919614, compound → HCID 12802514, compound

HRID 1277398Notes

Reaction equation

HRID 1277398 reaction equation
[NH2:1][C@H:2]([C:11]([NH:13][C@@H:14]([C:20]([NH:22][CH2:23][C:24]([NH:26][C@H:27]([C:35]([NH:37][NH:38][C:39]([CH2:41][CH3:42])=[O:40])=[O:36])[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:25])=[O:21])[CH2:15][CH2:16][S:17]([CH3:19])=O)=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1>C(O)(=O)CS>[NH2:1][C@H:2]([C:11]([NH:13][C@@H:14]([C:20]([NH:22][CH2:23][C:24]([NH:26][C@H:27]([C:35]([NH:37][NH:38][C:39]([CH2:41][CH3:42])=[O:40])=[O:36])[CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:25])=[O:21])[CH2:15][CH2:16][S:17][CH3:19])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 12919614HCID 12919614, compound

Product 1

HCID 12802514HCID 12802514, compound

Reagents, catalysts & solvents 1

HCID 1133Thioglycolic AcidSolvent

Procedure

100 mg of H-Tyr-D-Met(O)-Gly-Phe-NHNH-CO-CH2CH3 is dissolved in 4% aqueous thioglycolic acid (6 ml) and kept to stand at 50° C. for10 hr. The solution is applied to a column of Sephadex G-25, which is eluted with 30% aqueous acetic acid. The fractions (270-310 ml) are combined and lyophilized to give the desired compound; yield 80 mg. Rf2 =0.61 [α]D21 +20.0° (c=0.2 MeOH).

Workup

  1. waitto stand at 50° C. for10 hr
  2. washis eluted with 30% aqueous acetic acid

Sources & evidence

ORD record
ord-0a83c4ae7a0c458695407a72bdd1c5c1
Source dataset
uspto-grants-1981_07
Patent number
US04277394

Reaction notes

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